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Aldehydes, Ketones and Carboxylic Acids

AIPMT 2006MCQMediumNot asked in last 5 yrs+4−1
Ques. 1AIPMT 2006

Self condensation of two moles of ethyl acetate in presence of sodium ethoxide yields

  1. ethyl propionate
  2. ethyl butyrate
  3. acetoacetic ester
  4. methyl acetoacetate

Answer

(3) acetoacetic ester

Solution

This is Claisen condensation. C2H5O removes an α-hydrogen of one ester molecule:

CH3COOC2H5 + C2H5O CH2COOC2H5 + C2H5OH

⇒ The carbanion attacks the carbonyl carbon of a second ester molecule and C2H5O is expelled:

CH3COOC2H5 + CH2COOC2H5 CH3COCH2COOC2H5 + C2H5O

Overall: 2CH3COOC2H5 C2H5ONa CH3COCH2COOC2H5 + C2H5OH

∴ The product is ethyl 3-oxobutanoate (ethyl acetoacetate), i.e. acetoacetic ester.

Answer: (3)

Keep practising — Aldehydes, Ketones and Carboxylic Acids

Ques. 2AIPMT 2005

In a set of reactions acetic acid yielded a product D. CH3COOH SOCl2 A [anhy. AlCl3]benzene B HCN C HOH D The structure of D would be

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 3AIPMT 2003

When m-chlorobenzaldehyde is treated with 50% KOH solution, the product(s) obtained is (are)

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 4AIPMT 2003

A and B in the following reactions are : [figure]

  1. [figure]
  2. [figure]
  3. A = RR'CHCN, B = NaOH
  4. [figure]
Ques. 5AIPMT 2002

[figure] In the above reaction product P is

  1. [figure]
  2. [figure]
  3. [figure]
  4. C6H5- O \|C-C6H5
Ques. 6AIPMT 2002

In the following reaction product P is R- O \|C-Cl [Pd-BaSO4]H2 P

  1. RCH2OH
  2. RCOOH
  3. RCHO
  4. RCH3
Ques. 7AIPMT 2002

[figure] Product 'P' in the above reaction is

  1. [figure]
  2. [figure]
  3. [figure]
  4. [figure]
Ques. 8AIPMT 2000

First product of the reaction between RCHO and NH2NH2 is

  1. RCH=NNH2
  2. RCH=NH
  3. RCH2NH2
  4. RCON3
Ques. 9AIPMT 2000

Benzoic acid may be converted into ethyl benzoate by reaction with :

  1. ethyl alcohol
  2. ethyl alcohol and dry HCl
  3. ethyl chloride
  4. sodium ethoxide.
Ques. 10AIPMT 2000

Reduction by LiAlH4 of hydrolysed product of an ester gives

  1. two alcohols
  2. two aldehydes
  3. one acid and one alcohol
  4. two acids.

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